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2- Thiophenecarboxylic acid reduction

Archer, owing to very unfortunate coincidences, had mistaken acid potassium tartrate for the acetylamino acid. Goldfarb et al. prepared authentic 5-acetylamino-2-thiophenecarboxylic acid, mp 230 232°C (methyl ester, mp 171-171.5°C ethyl ester, mp 161°C), through reduction of 5-nitro-2-thiophenecarboxylic acid with Raney nickel in acetic anhydride and proved the structure by Raney nickel desulfurization to 8-aminovaleric acid. They also confirmed that the acid mp 272-273°C (methyl ester, mp 135-136°C ethyl ester, mp 116-117°C) is 4-acetylamino-2-thiophenecar boxy lie acid as originally stated by Steinkopf and Miiller. The statement of Tirouflet and Chane that the acid obtained upon reduction and acetylation of 5-nitro-2-thiophenecarboxylic acid melts at 272°C must result from some mistake as they give the correct melting point for the methyl ester. [Pg.51]

The electrochemical reduction of thiophene and 5-methyl-2-thiophenecarboxylic acid has been reported but would appear not to be of preparative interest. Thus, thiophene affords a mixture of 2,5-dihy-drothiophene (56%) and tetrahydrothiophene (44%) in 55% yield upon electrolysis in aqueous DMF. ... [Pg.611]

See other pages where 2- Thiophenecarboxylic acid reduction is mentioned: [Pg.51]    [Pg.240]    [Pg.38]    [Pg.162]    [Pg.38]    [Pg.279]    [Pg.274]    [Pg.274]    [Pg.117]    [Pg.93]   


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